(2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-7-methylidene-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1f28e092-9836-4732-90fb-938a051ba094
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-7-methylidene-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC1C(=C)C2C(O1)CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)COC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CCC1C(=C)[C@H]2[C@@H](O1)C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C45H74O18/c1-19(18-57-41-38(55)35(52)32(49)28(15-46)60-41)5-8-26-20(2)31-27(59-26)14-25-23-7-6-21-13-22(9-11-44(21,3)24(23)10-12-45(25,31)4)58-43-40(37(54)34(51)30(17-48)62-43)63-42-39(56)36(53)33(50)29(16-47)61-42/h19,21-43,46-56H,2,5-18H2,1,3-4H3/t19-,21+,22-,23+,24-,25-,26?,27-,28+,29+,30+,31-,32+,33+,34-,35-,36-,37-,38+,39+,40+,41+,42-,43+,44-,45-/m0/s1
• InChI Key: FLKZJQKVEIOPTI-LOKFHRJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6182	61.82%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6947	69.47%
OATP2B1 inhibitior	-	0.7368	73.68%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6109	61.09%
P-glycoprotein inhibitior	+	0.7299	72.99%
P-glycoprotein substrate	+	0.5155	51.55%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	+	0.6446	64.46%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.5569	55.69%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.7466	74.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.8385	83.85%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7658	76.58%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8553	85.53%
Acute Oral Toxicity (c)	I	0.6010	60.10%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	-	0.5472	54.72%
Glucocorticoid receptor binding	+	0.5786	57.86%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.5495	54.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9678	96.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.53%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.47%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	91.76%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.39%	98.05%
CHEMBL4581	P52732	Kinesin-like protein 1	91.21%	93.18%
CHEMBL226	P30542	Adenosine A1 receptor	89.56%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.22%	97.79%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.69%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.60%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.74%	89.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.45%	97.29%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.41%	95.58%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.89%	92.86%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.54%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.70%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	82.50%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.47%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.20%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.51%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	80.11%	100.00%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 101672281
• LOTUS: LTS0181489
• wikiData: Q104997202